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Feofanov, AV ; Nazarova, AI ; Karmakova, TA ; Plyutinskaya, AD ; Grishin, AI ; Yakubovskaya, RI ; Lebedeva, VS ; Ruziev, RD ; Mironov, AF ; Maurizot, JC ; Vigny, P

Photobiological properties of 13,15-N-(carboxymethyl) and 13,15-N-(2-carboxyethyl)cycloimide derivatives of chlorin p6

Russian Journal of Bioorganic Chemistry 30 (4) 374-384

par Administrateur - publié le

Abstract :

Lipophilic derivatives of chlorin p6, 13,15-N-(carboxymethyl)cycloimide methyl ester (CIC1) and 13,15-N-(2-carboxyethyl)cycloimide methyl ester (CIC2), were shown to absorb light in 710 nm region and to be efficient IR photosensitizers. They exhibit similar phototoxicities on the cells of A549 human lung adenocarcinoma, which are 40- and 100-fold higher than those of chlorin p6 and the clinically used Photogem, respectively, and are not toxic in the absence of light irradiation. The confocal spectral imaging technique allowed us to demonstrate that the high phototoxicity of CIC1 and CIC2 is due to their ability to readily penetrate to cells and to be bound to the cell membranes and lipid-containing structures in the monomeric photoactive form.